| US 7,476,685 B2 | ||
| Pyridine carboxamide derivatives and their use as pesticides | ||
| Koichi Araki, Ibaraki (Japan); Tetsuya Murata, Ibaraki (Japan); Koshi Gunjima, Yachiyo (Japan); Norihiko Nakakura, Tochigi (Japan); Eiichi Shimojo, Tochigi (Japan); Christian Arnold, Adendorf (Germany); Waltraud Hempel, Liederbach (Germany); Daniela Jans, Bad Homburg v. d. H. (Germany); Olga Malsam, Bonn (Germany); and Jutta Maria Waibel, Frankfurt (Germany) | ||
| Assigned to Merial Limited, Duluth, Ga. (US) | ||
| Appl. No. 10/514,485 PCT Filed May 06, 2003, PCT No. PCT/EP03/04714 § 371(c)(1), (2), (4) Date Sep. 26, 2005, PCT Pub. No. WO03/097604, PCT Pub. Date Nov. 27, 2003. |
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| Claims priority of application No. 02010910 (EP), filed on May 16, 2002. | ||
| Prior Publication US 2006/0166991 A1, Jul. 27, 2006 | ||
| Int. Cl. A01N 43/40 (2006.01); C07D 213/82 (2006.01) | ||
| U.S. Cl. 514—355 [546/316] | 9 Claims |
1. A compound of the formula (I):
 R1 is —C(═U)NR3R4;
R2 is H, (C1-C6)alkyl or R3;
R3 is R5, OH or NH2; or is (C1-C6)alkyl substituted by one or more R6 groups;
R4 is H or R5; or is (C1-C6)alkyl unsubstituted or substituted by one or more R6 groups;
R5 is (C3-C6)alkenyl, (C3-C6)alkynyl, (C3-C8)cycloalkyl, (C1-C6)alkoxy, (C3-C6)alkenyloxy, (C3-C6)alkynyloxy, (C1-C6)alkylamino, di-(C1-C6)alkylamino, CO(C1-C6)alkyl, NHCO(C1-C6)alkyl, NHSO2(C1-C6)alkyl or SO2(C1-C6)alkyl which last 12 mentioned groups are unsubstituted or substituted by one or more R6 groups; or is (C3-C8)cycloalkyl-(C1-C6)alkyl which cycloalkyl group is unsubstituted or substituted by one or more R6 groups; or is NH(CHR14)saryl, —(CR15R16)paryl, O(R15R16)raryl, NHCOaryl, CO(CH2)taryl, NHSO2aryl, SO2(CH2)uaryl or N═C(aryl)2, which aryl groups are unsubstituted or substituted by one or more R17 groups; or is O(CR15R16)p(C3-C8)cycloalkyl or N═C[(C1-C6)alkyl]2;
R6 is halogen, (C1-C6)alkoxy, (C1-C6)haloalkoxy, S(O)nR14a, CN, CO2(C1-C6)alkyl, CO2H, NO2, OH, amino, (C1-C6)alkylamino, di-(C1-C6)alkylamino, carbamoyl, (C1-C6)-alkylcarbamoyl, di-(C1-C6)-alkylcarbamoyl or CH[O(C1-C6)alkyl]2; or is phenoxy unsubstituted or substituted by one or more R14a or halogen groups;
R17 is R6, R14a or CH2OH;
U is S or O;
R14, R15 and R16 are each independently H, (C1-C6)alkyl or (C1-C6)haloalkyl;
R14a is (C1-C6)alkyl or (C1-C6)haloalkyl;
m is zero or one;
n, p, r, s, t and u are each independently zero, one or two;
q is one, two or three;
or a pesticidally acceptable salt thereof; with the exclusion of the compound wherein R1 is —C(═U)NR3R4; U is O; R2 is H; m is zero; R4 is H and R3 is 2,4-dichlorophenyl.
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